Since the fall is now fully underway, I will begin wearing my tweed hacking jacket with the suede elbow patches (to the office—ugh). Hypothetically, what is an (the most) appropriate watch to compliment?

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I could see the JLC Reverso, something from the Grand Seiko elegance collection, or a Habring perhaps?

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That one.
What is it, Oris Pro Pilot?

I could see a Speedy Moonwatch there, with suede strap. Oris big crown pointer date in grey would also look great

Iwc big pilot, panerai, or bellandross?

Panerai for sure

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